Ammonia → HCID 178514025, compound

HRID 27127Notes

Reaction equation

HRID 27127 reaction equation
[C:1]([CH2:4][N:5]1[C:9]([SH:10])=[N:8][N:7]=[N:6]1)(O)=[O:2].[NH3:11]>O1CCCC1>[C:1]([CH2:4][N:5]1[C:9]([SH:10])=[N:8][N:7]=[N:6]1)(=[O:2])[NH2:11]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 178525857HCID 178525857, compound

Product 1

HCID 178514025HCID 178514025, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Carboxymethyltetrazole-5-thiol and 1,1-carbonyl-diimidazole were reacted as described in Example 4. To the reaction mixture was added tetrahydrofuran saturated with dry ammonia gas. The resulting suspension was stirred for 2.5 hours and the solid which formed was collected by filtration, washed with tetrahydrofuran and dissolved in methanol. Amberlite IR-120 ion-exchange resin (50 g.) was added and the suspension was stirred for 15 minutes. The resin was then removed and washed with absolute methanol. The methanol solution was concentrated to give 1- carbamoylmethyltetrazole-5-thiol, m.p. 200° (dec.).

Workup

  1. customthe solid which formed
  2. filtrationwas collected by filtration
  3. washwashed with tetrahydrofuran
  4. dissolutiondissolved in methanol
  5. additionAmberlite IR-120 ion-exchange resin (50 g.) was added
  6. stirringthe suspension was stirred for 15 minutes
  7. customThe resin was then removed
  8. washwashed with absolute methanol
  9. concentrationThe methanol solution was concentrated

Sources & evidence

ORD record
ord-d13d9bcfbd864c99a756a4b08ddd0692
Source dataset
uspto-grants-1980_09
Patent number
US04220644

Reaction notes

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